2-Morpholinoethylamine → HCID 54685088, compound

HRID 2364188Notes

Reaction equation

HRID 2364188 reaction equation
[F:1][C:2]1[CH:36]=[CH:35][C:5]([CH2:6][C:7]2[CH:16]=[C:15]3[C:10]([C:11]([OH:34])=[C:12]([C:29](OCC)=[O:30])[C:13](=[O:28])[N:14]3[CH2:17][C:18]3[CH:23]=[CH:22][C:21]([S:24]([CH3:27])(=[O:26])=[O:25])=[CH:20][CH:19]=3)=[N:9][CH:8]=2)=[CH:4][CH:3]=1.[CH2:37]1[N:42]([CH2:43][CH2:44][NH2:45])[CH2:41][CH2:40][O:39][CH2:38]1>>[F:1][C:2]1[CH:36]=[CH:35][C:5]([CH2:6][C:7]2[CH:16]=[C:15]3[C:10]([C:11]([OH:34])=[C:12]([C:29]([NH:45][CH2:44][CH2:43][N:42]4[CH2:37][CH2:38][O:39][CH2:40][CH2:41]4)=[O:30])[C:13](=[O:28])[N:14]3[CH2:17][C:18]3[CH:23]=[CH:22][C:21]([S:24]([CH3:27])(=[O:26])=[O:25])=[CH:20][CH:19]=3)=[N:9][CH:8]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 4082852-MorpholinoethylamineHCID 58882966HCID 58882966, compound

Product 1

HCID 54685088HCID 54685088, compound

Procedure

This compound was prepared from ethyl 7-(4-fluorobenzyl)-4-hydroxy-1-[4-(methylsulfonyl)benzyl]-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxylate and 2-(4-morpholino)ethylamine employing methods similar to those described in Example 5 and was obtained as a white solid; 1H NMR (CDCl3) δ 13.49 (1H, br), 10.45 (1H, t, J=6 Hz), 8.57 (1H, s), 7.84 (2H, d, J=8.3 Hz), 7.23 (2H, d, J=8.3 Hz), 7.04 (1H, s), 7.00 (4H, m), 5.43 (2H, br), 4.31 (2H, m), 4.08 (2H, m), 4.02 (2H, s), 3.99 (2H, m), 3.58 (2H, m), 3.29 (2H, m), 3.03 (3H, s), 2.97 (2H, m); ES+ MS: 595 (M+H+, 100).

Workup

  1. customwas obtained as a white solid

Sources & evidence

ORD record
ord-a045ca3fa26848b68a08e4a2ddf2ec46
Source dataset
uspto-grants-2014_04
Patent number
US08691991B2

Reaction notes

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